A68203
6-Aminonicotinamide
99%
Synonym(s):
6AN, 6-Aminopyridine-3-carboxamide
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About This Item
Empirical Formula (Hill Notation):
C6H7N3O
CAS Number:
Molecular Weight:
137.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-349-7
Beilstein/REAXYS Number:
116042
MDL number:
Product Name
6-Aminonicotinamide, 99%
InChI key
ZLWYEPMDOUQDBW-UHFFFAOYSA-N
InChI
1S/C6H7N3O/c7-5-2-1-4(3-9-5)6(8)10/h1-3H,(H2,7,9)(H2,8,10)
SMILES string
NC(=O)c1ccc(N)nc1
assay
99%
form
powder
mp
245-248 °C (lit.)
Quality Level
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Application
6-Aminonicotinamide can be used as a reactant:
- For the synthesis of 6-substituted imidazo[1,2-a]pyridines with potential application as chemotherapeutic drugs.
- In the dehydrative N-monobenzylation.
General description
6-Aminonicotinamide is an aminopyridine, which is a specific pentose inhibitor and thus inhibits the NADP production.
signalword
Danger
hcodes
Hazard Classifications
Repr. 1B
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
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A borrowing hydrogen methodology: palladium-catalyzed dehydrative N-benzylation of 2-aminopyridines in water.
Hikawa H, et al.
Green Chemistry, 20(13), 3044-3049 (2018)
6-Substituted imidazo [1, 2-a] pyridines: Synthesis and biological activity against colon cancer cell lines HT-29 and Caco-2.
Dahan-Farkas N, et al.
European Journal of Medicinal Chemistry, 46(9), 4573-4583 (2011)
Laurent M Paardekooper et al.
Frontiers in immunology, 10, 1216-1216 (2019-06-14)
Neutrophils kill ingested pathogens by the so-called oxidative burst, where reactive oxygen species (ROS) are produced in the lumen of phagosomes at very high rates (mM/s), although these rates can only be maintained for a short period (minutes). In contrast
Electrocatalytic synthesis of 6-aminonicotinic acid at silver cathodes under mild conditions.
Gennaro A, et al.
Electrochemical Communications, 6(7), 627-631 (2004)
Jorge Domínguez-Andrés et al.
PLoS pathogens, 13(9), e1006632-e1006632 (2017-09-19)
Monocytes are innate immune cells that play a pivotal role in antifungal immunity, but little is known regarding the cellular metabolic events that regulate their function during infection. Using complementary transcriptomic and immunological studies in human primary monocytes, we show
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